HCID 28305800, compound → 5-(5-{[(cyanomethyl)(methyl)amino]methyl}-3-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide

HRID 1806499Notes

Reaction equation

HRID 1806499 reaction equation
CC1C(C[N:8]([CH2:10][C:11]2[S:15][CH:14]=[C:13]([C:16]3[CH:17]=[C:18]4[C:22](=[C:23]([C:25]([NH2:27])=[O:26])[CH:24]=3)[NH:21][CH:20]=[C:19]4[CH:28]3[CH2:33][CH2:32][N:31]([S:34]([CH2:37][CH3:38])(=[O:36])=[O:35])[CH2:30][CH2:29]3)[CH:12]=2)[CH3:9])=C(C)NN=1.[CH3:40][C:41]1C(CNC)=C(C)N[N:42]=1>>[C:41]([CH2:40][N:8]([CH2:10][C:11]1[S:15][CH:14]=[C:13]([C:16]2[CH:17]=[C:18]3[C:22](=[C:23]([C:25]([NH2:27])=[O:26])[CH:24]=2)[NH:21][CH:20]=[C:19]3[CH:28]2[CH2:33][CH2:32][N:31]([S:34]([CH2:37][CH3:38])(=[O:35])=[O:36])[CH2:30][CH2:29]2)[CH:12]=1)[CH3:9])#[N:42]

Participants

3

Reactant 2

HCID 28305800HCID 28305800, compoundHCID 577327235-(5-{[[(3,5-dimethyl-1H-pyrazol-4-yl)methyl](methyl)amino]methyl}-3-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide

Product 1

HCID 577326815-(5-{[(cyanomethyl)(methyl)amino]methyl}-3-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamideYield 12.7%

Procedure

The title compound was prepared according to the general procedure of 5-(5-{[[(3,5-dimethyl-1H-pyrazol-4-yl)methyl](methyl)amino]methyl}-3-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide, substituting (methylamino)acetonitrile (320 μmol) for 1-(3,5-dimethyl-1H-pyrazol-4-yl)-N-methylmethanamine to afford 6.36 mg of the title compound (12.7%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-fb1e8b451f58413bba39455ba8ec2dc5
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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